2,2'-anhydro-1-(5'-O-benzoyl-3'-O-methanesulfonyl-β-D-arabinofuranosyl)uracil

Base Information

• Chemical Name: 2,2'-anhydro-1-(5'-O-benzoyl-3'-O-methanesulfonyl-β-D-arabinofuranosyl)uracil
• CAS No.: 56687-59-3
• Molecular Formula: C₁₇H₁₆N₂O₈S
• Molecular Weight: 408.389

Synonyms:2,2'-anhydro-1-(5'-O-benzoyl-3'-O-methanesulfonyl-β-D-arabinofuranosyl)uracil

Chemical Property of 2,2'-anhydro-1-(5'-O-benzoyl-3'-O-methanesulfonyl-β-D-arabinofuranosyl)uracil

Chemical Property:

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Technology Process of 2,2'-anhydro-1-(5'-O-benzoyl-3'-O-methanesulfonyl-β-D-arabinofuranosyl)uracil

There total 1 articles about 2,2'-anhydro-1-(5'-O-benzoyl-3'-O-methanesulfonyl-β-D-arabinofuranosyl)uracil which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

O5'-benzoyl-2'-bromo-O3'-methanesulfonyl-2'-deoxy-uridine (100930-78-7) → 2,2'-anhydro-1-(5'-O-benzoyl-3'-O-methanesulfonyl-β-D-arabinofuranosyl)uracil (56687-59-3)

Guidance literature:

With sodium acetate; In ethanol;

Reference yield: 95.0%

2,2'-anhydro-1-(5'-O-benzoyl-3'-O-methanesulfonyl-β-D-arabinofuranosyl)uracil (56687-59-3) + GlyOEt*HCl (459-73-4) → 2,3'-<((ethoxycarbonyl)methyl)imino>-1-(5'-O-benzoyl-3'-deoxy-β-D-lyxofuranosyl)uracil (103251-67-8)

Guidance literature:

In N,N-dimethyl-formamide; at 75 - 80 ℃; for 49h;

DOI:10.1021/jo00373a014

Reference yield: 88.0%

2,2'-anhydro-1-(5'-O-benzoyl-3'-O-methanesulfonyl-β-D-arabinofuranosyl)uracil (56687-59-3) + methylamine (74-89-5) → 2,3'-(methylimino)-1-(5'-O-benzoyl-3'-deoxy-β-D-lyxofuranosyl)uracil (103251-64-5)

Guidance literature:

In N,N-dimethyl-formamide; at 60 - 65 ℃; for 17h;

DOI:10.1021/jo00373a014

upstream raw materials:

O^5'-benzoyl-2'-bromo-O^3'-methanesulfonyl-2'-deoxy-uridine

Downstream raw materials:

(3aS)-2t-benzoyloxymethyl-3c-methanesulfonyloxy-(3ar,9ac)-2,3,3a,7,8,9a-hexahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

(3aS)-2t-benzoyloxymethyl-3c-methanesulfonyloxy-(3ar,9ac)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidine-6-thione

(2R)-3t-benzoyloxymethyl-11syn-hydroxy-2,3-dihydro-1H-2r,5c-methano-pyrimido[1,2-c][1,3,5]oxadiazepin-9-one

(3aS)-2t-benzoyloxymethyl-7-bromo-3c-methanesulfonyloxy-(3ar,9ac)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

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